Sodium Hydroxide → Ethyl 2,7-diazabicyclo[3.3.0]octane-2-carboxylate

HRID 2255685Notes

Reaction equation

HRID 2255685 reaction equation
[CH:1]12[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH:5]1[CH2:4][CH2:3][N:2]2[C:16]([O:18][CH2:19][CH3:20])=[O:17].[OH-].[Na+]>C(Cl)(Cl)Cl>[CH:1]12[CH2:8][NH:7][CH2:6][CH:5]1[CH2:4][CH2:3][N:2]2[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 191009335-(1,1-Dimethylethyl) 1-ethyl hexahydropyrrolo[3,4-b]pyrrole-1,5-dicarboxylate

Product 1

HCID 15070028Ethyl 2,7-diazabicyclo[3.3.0]octane-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

15.2 g (53.3 mol) of 2-ethyl 7-tert.-butyl 2,7-diazabicyclo[3.3.0]octane-2,7-dicarboxylate in 100 ml of chloroform are heated under reflux for five hours with 10.5 g (55.3 mol) of para-toluenesulphoic acid. The mixture is washeds with 50 ml of 10% strength sodium hydroxide solution, the organic phase is dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. dry with materialthe organic phase is dried over potassium carbonate
  2. concentrationconcentrated
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-1d3c889c1bd3449bb7eadfc4c870dee8
Source dataset
uspto-grants-1993_08
Patent number
US05241076

Reaction notes

Loading…